It sounds like you need to reassess... something.
You're filling rear panniers, a trailer, have a 5 gallon bucket on one drop, and are looking to somehow attach 10 bags to your torso? That's just asking for disaster.
Can you do this in less runs? Do you even need to use a bike? Are you considering the total weight?
You probably just need to go and get a cargo bike and store everything in the front box.
Or at least change your drop bars to flat so you can hang stuff further away from the wheels.
Personally, I'd never go beyond panniers + trailer + hiking backpack, because anything dealing with loose bags is going to be completely unstable.